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How can anyone call their life successful if they aren't living at least upper middle class?

Successful to me is having a large house, a respected career that pays well, a very nice car, enjoying the finer things in life. Being able to travel frequently, having vacation homes and never really stressing about paying bills or additional money woes.
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If you can buy what makes your life worthwhile, it can be taken away from you.

A financial crash can leave you on the street with no wealth and nothing else either.

All the stuff you mention would be fun but I wouldn't sell the things that make me consider I have a successful life to buy them. Not even if the things I value HAD value.

They don't, because you can't get them at a store. Trusted faithful friends who would love me whether we were jetting off to the tropics in my Lear or drinking coffee at McDonald's.A spiritual relationship with a Higher Power. Confidence that things are going as they are meant to and the physical strength to give help where I can. Someone who loves me. The ability to learn from and be entertained by books. And a new not-learned-by-choice knowledge that we 'need' far less than we think.

Relative to other Americans I have nothing and still I have more than what's needed to survive.

If the house burns down and the car gets totaled and the clothes go out of style, and you can look around you and still feel rich, then you are.